3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

Base Information

Chemical Name:3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester
CAS No.:1334770-21-6
Molecular Formula:C₆₆H₈₆O₁₀
Molecular Weight:1039.4
Hs Code.:

Synonyms:3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

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Chemical Property of 3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

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Technology Process of 3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

There total 2 articles about 3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

: 1334770-20-5
2α-methoxymethyloxy-3β-hydroxy-olean-12-en-28-oic acid benzyl ester

: 180187-58-0
ethyl 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 1334770-21-6
3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

: 3β-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -42 ℃; for 0.333333h; optical yield given as %de; diastereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1016/j.carres.2011.06.006

Reference yield:

: 1334770-19-2
2α-methoxymethyloxy-3-oxoolean-12-en-28-oic acid benzyl ester

: 1334770-21-6
3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

: 3β-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; ethanol / tetrahydrofuran / 12 h / 0 °C

2: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.33 h / -42 °C / Inert atmosphere; Molecular sieve

With sodium tetrahydroborate; N-iodo-succinimide; ethanol; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.carres.2011.06.006

Reference yield: 79.0%

: 1334770-26-1
ethyl 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-2,3-di-O-acetyl-1-thio-β-D-xylopyranoside

: 1334770-21-6
3β-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

: 1334770-31-8
3β-[2,3,4-tri-O-acetyl-α-L-arabinopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xylopyranosyl-(1->2)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl]oxy-2α-methoxymethyloxy-olean-12-en-28-oic acid benzyl ester

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -50 ℃; for 0.666667h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2011.06.006